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Article Dans Une Revue Beilstein Journal of Organic Chemistry Année : 2013

Synthesis of enones, pyrazolines and pyrrolines with gem-difluoroalkyl side chains

Résumé

Starting from easily accessible gem-difluoropropargylic derivatives, a DBU-mediated isomerisation affords enones in fair yields with a gem-difluoroalkyl chain. These derivatives were used to prepare pyrazolines and pyrrolines with the desired gem-difluoroalkyl side chain by cyclocondensations in good yields and with excellent stereoselectivity. A one-pot process was also successfully developed for these sequential reactions. By carrying out various types of Pd-catalyzed coupling reactions for compounds with a p-bromophenyl substituent a route to focused chemical libraries was demonstrated.

Dates et versions

hal-00871797 , version 1 (10-10-2013)

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Citer

Assaad Nasr El Dine, Ali Khalaf, Danielle Gree, Olivier Tasseau, Fares Fares, et al.. Synthesis of enones, pyrazolines and pyrrolines with gem-difluoroalkyl side chains. Beilstein Journal of Organic Chemistry, 2013, 9, pp.1943-1948. ⟨10.3762/bjoc.9.230⟩. ⟨hal-00871797⟩
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